577 Saint Andrews Rd, Winter Haven, FL 33884

Off market jan 2023 for $326K

$282,288

Est. refi paymentEst. refi $2,262/mo

•

1,776

sq ft

577 Saint Andrews Rd, Winter Haven, FL 33884

About this home

GOLF COURSE FRONTAGE! This LIKE NEW AND GORGEOUS 1706 SF 2BR/2BA patio home with an open floor plan, glass enclosed sunroom, covered porch plus screened cage has curb appeal PLUS and is located overlooking the 11th FAIRWAY in the well known gated community of CYPRESSWOOD! The interior has been TOTALLY UPDATED and is absolutely STUNNING! IMPROVEMENTS INCLUDE: new leaded and beveled glass front door and sidelight; porcelain tile, new baseboards and trim and fresh paint throughout; new interior doors and hardware; and updated lighting and plumbing accessories. The kitchen was redesigned and opened to the dining and living room! Kitchen features include: new kitchen cabinetry with soft close drawers, garbage pullout, 42" uppers and attractive hardware; subway tile with a listello backsplash; granite countertop; kitchen island; and Frigidaire appliances (2017) including a convection oven. The master suite and bathroom were redesigned and feature wide pocket door leading to the bath, new vanity, granite countertop, luxurious shower and walk-in closet. Bedroom #2 with walk-in closet is essentially a second master bedroom. The adjacent bathroom has been been updated with new cabinetry, granite countertop and tile. Central AC/heat were extended to the 9X23 Florida room. The 10X23.5 covered screened lanai was added in 2020 and the 15X23.5 screened cage was added in 2021! What a fabulous place to enjoy views of the golf course, relax and/or entertain! Outstanding features include: brick paver driveway; architectural shingle roof; lush landscaping; split bedroom plan; spacious rooms; and generous sized garage with updated garage door (2019), garage door opener (2019), automatic garage door screen(2019), and, new gas water heater (2022)! Per the prior owner, the roof was replaced 2011, AC/heat replaced 2009 and the interior plumbing was re-piped. This home is perfect for year round living or a winter retreat! Community amenities include swimming pool and tennis. Golf and/or fitness center require additional optional fee. Cypresswood is located less than one mile from HWY 27 and is close to shopping, restaurants, places of worship & medical facilities. Note that total yearly taxes INCLUDE $445 for Polk Waste & Recycling and Polk County Fire Service. All information believed to be accurate but not guaranteed.

Single-familyProperty Type

1983Year Built

6,150 sq ftLot Size

$159Est. Price/Sq.Ft.

2 car garageParking

Listed by Carol Jean Sheil • JUDY B CLEAVES PROPERTIES INC

Listed by Chris Goode • JUDY B CLEAVES PROPERTIES INC

Contact: 863-299-5878

Bought with Annie Wood • HARPER REALTY FL, LLC

Redfin checked: 3 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #P4923279

Redfin Estimate

$282,288

$44K since sold in January 2023$0 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11% higher than the average sale price ($254K) of 6 comparable homes.

SOLD JUL 30, 2026
$225,000
A
2 beds2 baths1,634 sq ft
374 Troon Ct, Winter Haven, FL 33884
SOLD NOV 3, 2026
$218,000
B
2 beds2 baths1,286 sq ft
617 Wexford Ct, Winter Haven, FL 33884
SOLD JUL 10, 2026
$253,000
C
2 beds2 baths1,660 sq ft
460 Pinehurst Ct, Winter Haven, FL 33884
SOLD MAY 29, 2026
$215,000
D
2 beds2 baths1,571 sq ft
730 Canberra Rd, Winter Haven, FL 33884
SOLD MAR 27, 2026
$310,000
E
2 beds2 baths1,922 sq ft
560 Saint Andrews Rd, Winter Haven, FL 33884
SOLD SEP 30, 2026
$305,000
F
3 beds2 baths1,586 sq ft
688 Augusta Rd, Winter Haven, FL 33884

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Earn from this home

Sell

$22,000

Est. take-home

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Est. cash available

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Rent

$2,116/mo

Redfin rental estimate

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Market trends in 33884, FL

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

98.3%

+0.1% MoM

Median sale price

$298K

$1K MoM

Avg. days on market

69d

0 days MoM

Recently sold homes

213

4 MoM

New listings for sale

NEW 20 HRS AGO
$427,000
5 beds5.5 baths3,778 sq ft
1400 Lake Elbert Dr SE, Winter Haven, FL 33884
NEW 21 HRS AGO
$315,000
4 beds2 baths1,733 sq ft
4314 Mandolin Blvd, Winter Haven, FL 33884
$385,000
4 beds3 baths2,293 sq ft
4030 Bedford Ave, Winter Haven, FL 33884
EARLY ACCESS
$264,000
3 beds2 baths1,540 sq ft
128 Miller Dr, Winter Haven, FL 33884
COMING SOON
$215,000
2 beds2 baths1,275 sq ft
3391 Livingston Way, Winter Haven, FL 33884
3D WALKTHROUGH
$495,000
3 beds1.5 baths2,002 sq ft
100 Alachua Dr, Winter Haven, FL 33884
$159,000
2 beds2 baths1,017 sq ft
807 Eagle Pond Dr #807, Winter Haven, FL 33884
SHORT SALE
$315,000
4 beds2 baths1,983 sq ft
3123 Laurel Oak Ln, Winter Haven, FL 33884
$295,000
3 beds2 baths1,730 sq ft
188 Morning Dew Ct, Winter Haven, FL 33884
$410,000
4 beds3 baths2,150 sq ft
2097 Whispering Trails Blvd, Winter Haven, FL 33884
See all

Provided by Redfin

Sale history for 577 Saint Andrews Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #P4923279

Jan 6, 2023

Sold

$326,000

$184/sq ft

Dec 18, 2022

Pending

—

Oct 31, 2022

Listed

$349,900

$197/sq ft

Stellar MLS as Distributed by MLS Grid #P4711335

Sep 1, 2016

Sold

$115,000

$65/sq ft

Aug 11, 2016

Pending

—

Jul 26, 2016

Listed

$124,900

$70/sq ft

GOLF COURSE FRONTAGE! This charming 1466 SF 2BR/2BA home with open floor plan plus 9X23 glass enclosed sunroom (total living space of 1686 SF) has curb appeal PLUS and is located overlooking the 11th fairway in the well known gated community of Cypresswood! Perfect for year round living or a winter retreat! Outstanding features include: brick paver driveway; architectural shingle roof; lush landscaping; excellent views of the golf course; split bedroom plan; great room with window seat; eat in kitchen with pass thru to the sunroom; spacious rooms; 10X 15 patio; and, 21 x 24 garage. Updates include: AC/heat system replacement 2009; new roof approximately 2011; exterior repainted 2011; and the interior plumbing was re-piped. This home is just waiting for a new owners decorating touches. Community amenities include golf course, tennis, swimming pool and/or fitness center available require additional optional fee. Choose an amenity plan if desired. Cypresswood is located less than one mile from HWY 27 and is close to shopping, restaurants, places of worship & medical facilities. Note that total yearly taxes INCLUDE $348.80 for Polk Waste & Recycling and Polk County Fire Service. All information believed to be accurate but not guaranteed.

Public Records

Mar 11, 2014

Sold

$115,000

$65/sq ft

Public Records

Jun 1, 1987

Sold

$86,500

$49/sq ft

Public Records

Mar 1, 1986

Sold

$87,000

$49/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$2,985 (−1.3%)

$50,000 + $168,883

$218,883

2023

$3,024 (+9.0%)

$50,000 + $175,851

$225,851

2022

$2,774 (+13.3%)

2021

$2,448 (+1.2%)

2020

$2,419 (+5.6%)

$37,000 + $107,307

$144,307

2019

$2,292 (+4.9%)

$35,000 + $107,605

$142,605

2018

$2,184 (+6.9%)

$35,000 + $96,228

$131,228

2017

$2,043 (+1.9%)

$30,000 + $84,873

$114,873

2016

$2,004 (−2.1%)

$30,000 + $84,873

$114,873

2014

$2,047 (+106.0%)

$28,500 + $83,745

$112,245

2013

$994 (+54.3%)

2012

$644

Tax history for 577 Saint Andrews Rd

Year

Property tax

Land + Additions

Assessment*

2025

$2,985 (−1.3%)

$50,000 + $168,883

$218,883

2023

$3,024 (+9.0%)

$50,000 + $175,851

$225,851

2022

$2,774 (+13.3%)

2021

$2,448 (+1.2%)

2020

$2,419 (+5.6%)

$37,000 + $107,307

$144,307

2019

$2,292 (+4.9%)

$35,000 + $107,605

$142,605

2018

$2,184 (+6.9%)

$35,000 + $96,228

$131,228

2017

$2,043 (+1.9%)

$30,000 + $84,873

$114,873

2016

$2,004 (−2.1%)

$30,000 + $84,873

$114,873

2014

$2,047 (+106.0%)

$28,500 + $83,745

$112,245

2013

$994 (+54.3%)

2012

$644

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

6,164 Sq. Ft.

Year renovated

2005

Sq. Ft.

1,706

Year built

1983

Style

Single Family Residential

County

Polk County

APN

272829000000043280

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 10, 2026.

PUD 72-2

Residential Medium District

The purpose of the RM district is to provide areas for medium density residential development within urban areas. The RM district permits single-family dwelling units, duplex units, multi-family units, group living facilities, and community facilities.

Zone overlays

RES DEV

Permitted uses

Include but are not limited to:

Agriculture
Housing-Single unit
Housing-Multiple units
Infrastructure

Jul 3, 2024 • Final

Gas

Install a gas line from the meter location to a generator and complete the connection.

Gas

Jul 3, 2024 • Final

Electric

Install a whole house generator and an automatic transfer switch. Connect the system to a natural gas line.

Electrical

Generator

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Garage Dimensions: 22X23
Parking Features: Driveway, Garage Door Opener
Garage Spaces: 2
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 2

Bathroom Information
# of Full Baths (Total): 2

Laundry Room Information
Laundry Features: In Garage

Other Rooms Information
Additional Rooms: Florida Room
# of Rooms: 10

Heating & Cooling
Heating Information: Central
Cooling Information: Central Air

Interior Features
Interior Features: Ceiling Fans(s), Living Room/Dining Room Combo, Master Bedroom Main Floor, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-in Closet(s), Window Treatments
Window Features: Window Treatments
Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer
Flooring: Tile

Exterior

Building Information
Construction Materials: Block, Stucco
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Rear Porch, Screened
Exterior Features: Irrigation System, Sliding Doors

Pool Information
Pool Features: Other

Property Features
Universal Property Id: US-12105-N-272829000000043280-R-N

Waterfront Information
Waterfront Feet Total: 0
Water View Y/N: 0
Water Access Y/N: 0
Water Extras Y/N: 0

Property Information
CDD Y/N: 0
Homestead Y/N: 0
Property Type: Residential
Property Sub Type: Single Family Residence
Property Condition: Completed
Zoning: PUD

Land Information
Vegetation: Trees/Landscaped
Total Acreage: 0 to less than 1/4

Lot Information
Lot Features: In County, Level, On Golf Course, Paved
Lot Size Acres: 0.14
Lot Size Dimensions: 50x123
Road Surface Type: Paved
Road Responsibility: Private Maintained Road
Lot Size Square Meters: 571
Zoning Compatible YN: 1
Other Exemptions YN: 0

Building Information
MFR_BuildingAreaTotalSrchSqM: 205.50

Financial

Tax Information
Tax Annual Amount: $2,774
Tax Year: 2022

Lease / Rent Details
Lease Restrictions YN: 1

Utilities

Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected

Location

Multi-Family Financial Information
Total Annual Fees: $1,200
Total Monthly Fees: $100

Multi-Unit Information
Unit Number YN: 0

HOA Information
Association Name: John Sanderson, President
Has HOA
MFR_Association2YN: 0
Association Fee Requirement: Required
Association Approval Required Y/N: 0
Monthly HOA Amount: 100.00
Association Amenities: Clubhouse, Gated, Golf Course, Optional Additional Fees, Pool, Tennis Court(s)
Association Fee: $1,200
Association Fee Frequency: Annually
Association Fee Includes: Guard - 24 Hour, Pool, Private Road

Location Information
Directions: From Winter Haven: Head East on 542 (Dundee Road. Turn Right into Cypresswood. From HWY 27: Head West on 542 (Dundee Rd). At first traffic light, turn left into Cypresswood. Guard at gated entrance. Photo ID required. Head straight. Turn Right onto Saint Andrews Rd. Property will be on the RIGHT. As with every listing, this property may contain dangers or hazards such as but not limited to steps, wet or uneven surfaces & low lighting. As with all showings, use caution when navigating unfamiliar property. PLEASE Use As Is FAR BAR Contract, HOA/Community Disclosure & Attached Lead Based Paint Rider. Sellers Disclosure is attached.

Community Information
Community Features: Association Recreation - Lease, Clubhouse, Deed Restrictions, Fitness Center, Gated, Golf Carts OK, Golf, Pool, Tennis Courts
Pets Allowed: Yes

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 1,706
Stories: 1.0
Lot Size: 6,164 square feet
Style: Single Family Residential
Year Built: 1983
Year Renovated: 2005
County: Polk County
APN: 272829000000043280

Home facts updated by county records on Oct 9, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 863-299-5878
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 47
Status Contractual Search Date: 2023-01-06

Listing Price Information
Calculated List Price By Calculated Sq Ft: 197.02

Green Information
Direction Faces: Northwest

Home Information
Living Area: 1776
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 165.00
Building Area Total: 2212
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: One
Security Features: Gated Community

Around this home

Schools

K - 12
Preschool & daycare

Elbert Elementary School

Public PreK-5 • Assigned • 3.7mi

3/10

Denison Middle School

Public 6-8 • Assigned • 4.8mi

3/10

Winter Haven Senior High School

Public 9-12 • Assigned • 4.6mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

5/10 Fire Factor

4% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 108° expected this year, 24 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Winter Haven, FL • 33884

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 6.7 hours in December, placing it above the U.S. average for solar exposure.

8.6 hrs

6.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$269,000 – $325,000

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New listings for sale in 33884

NEW 20 HRS AGO3D WALKTHROUGH

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NEW 21 HRS AGO

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EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

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COMING SOON

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3D WALKTHROUGH

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SHORT SALE

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4 beds2 baths1,983 sq ft

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Open floor plan • High ceilings • Ample counter space

$295,000

3 beds2 baths1,730 sq ft

188 Morning Dew Ct, Winter Haven, FL 33884

Gated community • Quiet cul-de-sac • Granite countertops

Home values near 577 Saint Andrews Rd

Data from public records.

Address	Redfin Estimate
575 Saint Andrews Rd, Winter Haven, FL 2 Beds \| 2 Baths \| 1429 Sq. Ft.	$279,110
564 Saint Andrews Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 2293 Sq. Ft.	$328,978
565 Saint Andrews Rd, Winter Haven, FL 2 Beds \| 2 Baths \| 1916 Sq. Ft.	$259,678
550 Saint Andrews Rd, Winter Haven, FL 2 Beds \| 2 Baths \| 1694 Sq. Ft.	$260,041
585 Saint Andrews Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 1729 Sq. Ft.	$267,821
571 Saint Andrews Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 1872 Sq. Ft.	$309,853
589 Saint Andrews Rd, Winter Haven, FL 2 Beds \| 2 Baths \| 1950 Sq. Ft.	$268,329

Address	Redfin Estimate
573 Saint Andrews Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 1755 Sq. Ft.	$272,597
552 Saint Andrews Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 1982 Sq. Ft.	$279,821
591 Saint Andrews Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 1417 Sq. Ft.	$255,894
567 Saint Andrews Rd, Winter Haven, FL 2 Beds \| 2 Baths \| 1900 Sq. Ft.	$274,818
562 Saint Andrews Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 2613 Sq. Ft.	$312,418
579 Saint Andrews Rd, Winter Haven, FL 2 Beds \| 2 Baths \| 1470 Sq. Ft.	$271,459
554 Saint Andrews Rd, Winter Haven, FL 2 Beds \| 2 Baths \| 1204 Sq. Ft.	$165,957

Address	Redfin Estimate
563 Saint Andrews Rd, Winter Haven, FL 2 Beds \| 2 Baths \| 1992 Sq. Ft.	$257,939
558 Saint Andrews Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 1985 Sq. Ft.	$266,993
560 Saint Andrews Rd, Winter Haven, FL 2 Beds \| 2 Baths \| 1922 Sq. Ft.	$316,051
587 Saint Andrews Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 1417 Sq. Ft.	$254,872
569 Saint Andrews Rd, Winter Haven, FL 2 Beds \| 2 Baths \| 2162 Sq. Ft.	$271,471
581 Saint Andrews Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 2294 Sq. Ft.	$306,611
583 Saint Andrews Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 2058 Sq. Ft.	$285,125

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2022. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 33884, FL

Sale history for 577 Saint Andrews Rd

Tax history for 577 Saint Andrews Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 33884

Home values near 577 Saint Andrews Rd

More real estate resources